222317-39-7Relevant academic research and scientific papers
Dehydroabietic acid derivatives as a novel scaffold for large-conductance calcium-activated K+ channel openers
Ohwada, Tomohiko,Nonomura, Taro,Maki, Keisuke,Sakamoto, Kazuho,Ohya, Susumu,Muraki, Katsuhiko,Imaizumi, Yuji
, p. 3971 - 3974 (2003)
We found that the dehydroabietic acid structure is a new scaffold for chemical modulators of large-conductance calcium-activated K+ channels (BK channels). Structure-activity relationship (SAR) studies of the dehydroabietic acid derivatives and related non-aromatic compounds such as pimaric acid revealed the importance of the carboxyl functionality and an appropriate hydrophobic moiety of the molecules for BK channel-opening ability.
Microporous solids for the selective bromination of a diterpene resin acid
Esteves, M. Alexandra,Narender, Nama,Gigante, Barbara,Marcelo-Curto,Alvarez, Fernanda
, p. 275 - 280 (1999)
The liquid-phase bromination of methyl dehydroabietate with bromine or NBS in the presence of microporous solids has been investigated. The reactions were fast and easily performed and the highest yield and regioselectivity were obtained with the system bromine/montmorillonite K10.
Design, synthesis, and characterization of BK channel openers based on oximation of abietane diterpene derivatives
Cui, Yong-Mei,Yasutomi, Eriko,Otani, Yuko,Ido, Katsutoshi,Yoshinaga, Takashi,Sawada, Kohei,Ohwada, Tomohiko
experimental part, p. 8642 - 8659 (2011/02/25)
Oxime ether derivatives at the benzylic position of unsubstituted, dichloro, trichloro, and monobromo derivatives of the aromatic C-ring of dehydroabietic acid and podocarpic acid were synthesized and evaluated as BK channel openers in an assay system of CHO-K1 cells expressing hBKα channels. Detailed SAR analysis showed that the oximation was particularly effective in the cases of dehydroabietic acid derivatives, and some of these oxime derivatives showed more potent BK channel activities than the standard compound, NS1619. The present studies provide a new structural basis for development of efficient BK channel openers.
